HuagongsheHuagongshe Chemistry Print Report · For research reference only
O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate → 8-Benzo[b]thiophen-3-yl-quinoxaline-5-carboxylic acid [5-(4-methyl-piperazin-1-ylmethyl)-pyridin-2-yl]-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | (1-Benzothiophen-3-yl)boronic acid | HCID 2776344 | — |
| Reactant | 8-(2,6-Dichloro-3,5-dimethoxy-phenyl)-quinoxaline-5-carboxylic acid [5-(4-methyl-piperazin-1-ylmethyl)-pyridin-2-yl]-amide | HCID 44514746 | — |
| Reactant | 8-Benzo[b]thiophen-3-yl-quinoxaline-5-carboxylic acid | HCID 66914636 | — |
| Solvent | Dichloromethane methanol | HCID 21226129 | — |
| Product | 8-Benzo[b]thiophen-3-yl-quinoxaline-5-carboxylic acid [5-(4-methyl-piperazin-1-ylmethyl)-pyridin-2-yl]-amide | HCID 59292885 | — |
Reaction Steps
The title compound was prepared in analogy to the procedure described in Step 14.1 but stirring the reaction mixture at it overnight and using 2 equiv of 5-(4-methyl-piperazin-1-ylmethyl)-pyridin-2-ylamine hydrochloride (Example 31), TBTU (2 equiv) and 8-benzo[b]thiophen-3-yl-quinoxaline-5-carboxylic acid. The carboxylic acid was synthesized as described in Steps 1.2-1.7 but using benzothiophene-3-boronic acid in Step 1.4. Title compound: ESI-MS: 494.9 [M+H]+; tR=3.77 min (System 1); TLC: Rf=0.17 (DCM/MeOH, 9:1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08536175B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-85b689c8f0c14c9e800515be85ec9314 |
| Source note | uspto-grants-2013_09 |